103128-34-3

Upstream product

• 116594-37-7 2,3,2',3',4',6'-hexa-O-benzyl-4,6-O-benzylidene-α,α-trehalose 
• 99-20-7 TREHALOSE 
• 100-39-0 benzyl bromide 
• 116594-37-7 4,6-O-benzylidene-2,3,2’,3’4’,6’-hexa-O-benzyl-α,α’-trehalose 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 67693-18-9 2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose 

Relevant academic research and scientific papers

Trehalose-based neuroprotective autophagy inducers

A small set of trehalose-centered putative autophagy inducers was rationally designed and synthesized, with the aim to identify more potent and bioavailable autophagy inducers than free trehalose, and to acquire information about their molecular mechanism

Synthesis, trehalase hydrolytic resistance and inhibition properties of 4- and 6-substituted trehalose derivatives

Although trehalose has recently gained interest because of its pharmaceutical potential, its clinical use is hampered due to its low bioavailability. Hence, hydrolysis-resistant trehalose analogues retaining biological activity could be of interest. In this study, 34 4- and 6-O-substituted trehalose derivatives were synthesised using an ether- or carbamate-type linkage. Their hydrolysis susceptibility and inhibitory properties were determined against two trehalases, i.e. porcine kidney and Mycobacterium smegmatis. With the exception of three weakly hydrolysable 6-O-alkyl derivatives, the compounds generally showed to be completely resistant. Moreover, a number of derivatives was shown to be an inhibitor of one or both of these trehalases. For the strongest inhibitors of porcine kidney trehalase IC50 values of around 10 mM could be determined, whereas several compounds displayed sub-mM IC50 against M. smegmatis trehalase. Dockings studies were performed to explain the observed influence of the substitution pattern on the inhibitory activity towards porcine kidney trehalase.

Method for Producing Lentztrehalose A, Compound Useful for the Method, and Method for Producing the Compound

A method for producing a compound represented by Structural Formula (1), including: introducing benzyl group into trehalose to produce at least one of compound represented by Structural Formula 4a and compound represented by Structural Formula 4a′; subjecting at least one of the Structural Formula 4a compound and the Structural Formula 4a′ compound to prenylation to produce at least one of compound represented by Structural Formula 3a and compound represented by Structural Formula 3a′; subjecting at least one of the Structural Formula 3a compound and the Structural Formula 3a′ compound to sharpless asymmetric dihydroxylation to produce at least one of compound represented by Structural Formula 2a and compound represented by Structural Formula 2a′; and allowing at least one of the Structural Formula 2a compound and the Structural Formula 2a′ compound to react with hydrogen in the presence of palladium catalyst to produce the compound represented by Structural Formula (1).

SYNTHESYS OF THE TETRASACCHARIDE CORE REGION OF ANTIGENIC LIPO-OLIGOSACCHARIDES CHARACTERISTIC OF Mycobacterium kansasii

The oligisaccharide core region, β-D-Glcp-(1->3)-β-D-Glcp-(1->4)-α-D-Glcp-(11)-α-D-Glcp (1), of the lipo-oligosaccharide-type antigens isolated from M. kansasii has been synthesised from 2,3,2',3',4',6'-hexa-O-benzyl-6-O-(1-phenylethyl)-α,α-trehalose (